Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
The present study describes a method for the dicarbofunctionalization of ynamide a palladium-catalyzed two-component diarylation with aryl boronic acids. The reaction involves a consecutive transmetalation of the aryl boronic acids with a Pd(II)-complex making the transformation stereoselective. Importantly, the reaction proceeds under mild conditions and tolerates a broad range of functional groups. Control experiments validate the role of the oxidant (useful for catalyst regeneration) in the reaction mechanism.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/d3ob00793f | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Diastereoselective Synthesis of Tetrasubstituted Olefins from Internal Alkynes via Three-Component Reaction Using a Heterogeneous Organometallic Triptycene-Based Porous Palladium Catalyst.
Chemistry
September 2025
Department of Chemistry, Indian Institute of Technology Patna, Patna, Bihar, 801106, India.
In this work, we report the design, synthesis, and application of a hyper-crosslinked heterogeneous organometallic porous organic polymer (Pd@TP-DPPF) catalyst for the efficient and sustainable dicarbofunctionalization of internal alkynes via a facile three-component reaction. This strategy enables the highly trans-selective syntheses of tetrasubstituted olefins in excellent yields. The catalyst is constructed by integrating triptycene (TP) and 1,1'-bis(diphenylphosphino)ferrocene (DPPF) into a robust palladium-based porous framework, resulting in a unique heterogeneous system that efficiently mediates the coupling of internal alkynes with readily available iodoarenes and aryl/methyl boronic acids.
View Article and Find Full Text PDFRegioselective Hydroamidation of α,β-Unsaturated Esters Enabled by Lewis Acid/Iron Relay Catalysis.
J Am Chem Soc
September 2025
Department of Chemistry, Korea Advanced Institute of Science and Technology, Daejeon 34141, South Korea.
Achieving precise regioselectivity in the hydroamination of alkenes is in high demand yet remains a longstanding challenge, particularly when electronically competing β-substituents are present. Here, we report a dual boron/iron catalytic system that enables the unprecedented hydroamidation of α,β-unsaturated esters to exclusively access α-amidated esters under mild conditions. The strategy harnesses the Lewis acidity of B(CF) to rapidly generate reactive silyl ketene acetal intermediates, which are subsequently intercepted by in situ generated iron nitrenoids.
View Article and Find Full Text PDFDirect Carboboration of Aryl Alkenes with Stable Organoborons Through Ziegler-Type Addition.
Adv Sci (Weinh)
August 2025
State Key Laboratory of Coordination Chemistry, Key Laboratory of Mesoscopic Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, P. R. China.
Carbometallation reaction represents a classic strategy for the bifunctionalization of unsaturated hydrocarbons, yet conventional implementations predominantly rely on either highly reactive organometallic reagents or transition metal catalysts. Notably, the direct employment of metalloid organoboron reagents for such addition processes remains elusive except when specific substrate combinations are employed. Herein, a base-catalyzed carboboration reaction of aryl alkenes with bench-stable benzylic boronates is reported.
View Article and Find Full Text PDFCatalytic efficiency of Cu-MOFs: HKUST-1 and CuBDC for the protodeboronation of aryl boronic acids.
RSC Adv
August 2025
Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Sebelas Maret Surakarta 57126 Indonesia.
This study investigates the catalytic potential of copper-based metal-organic frameworks (Cu-MOFs), specifically HKUST-1 and CuBDC, for the protodeboronation of aryl boronic acids. Protodeboronation, was explored under various bases, atmospheres, and substrates. Optimal conditions using KCO as the base and an oxygen atmosphere yielded up to 98% product with HKUST-1.
View Article and Find Full Text PDFDesulfinative Cross-Coupling as a Method to Overcome Problematic Suzuki-Miyaura Reactions of Pharmaceutically Relevant Heteroaromatic Boronates.
ACS Med Chem Lett
August 2025
Department of Chemistry, University of Oxford, Oxford OX1 3TA, United Kingdom.
The well documented difficulties associated with direct (hetero)-arylation of -aromatics (e.g., azines) at the α-position to nitrogen led to a collaborative project between the Willis group at Oxford and the Medicine Design department at Pfizer with the aim of addressing this challenge.
View Article and Find Full Text PDF